Radiosynthesis of perfluorooctanesulfonate (PFOS) and perfluorobutanesulfonate (PFBS), including solubility, partition and adhesion studies |
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Authors: | Sundström Maria Bogdanska Jasna Pham Hung V Athanasios Vlastaras Nobel Stefan McAlees Alan Eriksson Johan DePierre Joseph W Bergman Åke |
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Affiliation: | a Environmental Chemistry Unit, Department of Materials and Environmental Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden b Department of Biochemistry and Biophysics, Stockholm University, SE-106 91 Stockholm, Sweden c Wellington Laboratories Inc., Guelph, Ontario, Canada N1G 3M5 |
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Abstract: | Here, we describe for the first time the synthesis of [35S] PFOS and [35S] PFBS with sulfur-35 enriched sulfur dioxide as the radiolabelled reagent, resulting in 2.5 and 2.3 mCi of product, respectively. Basic information concerning the physicochemical properties of perfluorooctanesulfonate (PFOS), perfluorobutanesulfonate (PFBS) and perfluorooctanoic acid (PFOA) are still limited. Hence, we utilized these radiolabelled perfluoroalkanesulfonates (PFSAs), as well as carbon-14 labelled perfluorooctanoic acid ([14C] PFOA) to determine some basic characteristics of physiological and experimental significance.The solubility of PFOS in buffered aqueous solutions at pH 7.4 was found to be severely reduced in the presence of potassium and sodium ions, which, however, did not reduce the solubility of PFOA or PFBS. PFOS was found to adhere to a small extent to polypropylene and polystyrene, whereas no such adhesion of PFOA or PFBS was detected. The extents of adhesion of PFOS and PFOA to glass were found to be 20% and 10%, respectively. For the first time, the partition coefficients for PFOS, PFBS and PFOA between n-octanol and water were determined experimentally, to be −0.7, −0.3, and 1.4, respectively, reflecting the difference in the amphiphilic natures of these molecules. |
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Keywords: | Perfluorooctanoic acid (PFOA) Perfluoroalkyl derivatives PFAS Radiolabelled Partition Solubility |
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